Caribbean Islands Romantic Vacations 2026

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Top Romantic vacation packages in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.

Majestic Colonial Punta Cana - All Inclusive

Bávaro

Save 100% on your flight

$823

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Punta Cana (PUJ)

9/10 Wonderful! (6,068 reviews)

Barceló Bávaro Beach - Adults Only - All Inclusive

Bávaro

$1,918

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Punta Cana (PUJ)

8.6/10 Excellent! (3,735 reviews)

Sunset at the Palms Resort - Adults Only - All Inclusive

Save 100% on your flight

$1,146

per person

Nov 29 - Dec 2

found 10 hours ago

Roundtrip flight included

Atlanta (ATL) to Montego Bay (MBJ)

9.2/10 Wonderful! (1,004 reviews)

Hotel Riu Palace Antillas - Adults Only - All Inclusive

Palm Beach

Save 100% on your flight

$1,763

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Oranjestad (AUA)

8.6/10 Excellent! (1,775 reviews)

Cocobay Resort Antigua - All Inclusive - Adults Only

Save 100% on your flight

$1,086

per person

Oct 29 - Oct 31

found 12 hours ago

Roundtrip flight included

New York (JFK) to St. John's (ANU)

9.4/10 Exceptional! (1,003 reviews)

It was beautiful and the food and drinks were excellent. Certain staff were amazing but most seemed as though we were bothering them. Management was amazing and helpful.

Reviewed on Sep 27, 2026

Don't see what you're looking for?

See all available trips from Pretty Prairie to Caribbean Islands

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5* Romantic vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.

Excellence Carmen Punta Cana - Adults Only All Inclusive

Uvero Alto

Save 100% on your flight

$1,316

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Buenos Aires (EZE) to Punta Cana (PUJ)

9.2/10 Wonderful! (3,355 reviews)

Beautiful resort with so many amenities! It’s almost impossible to do everything! Everything was so clean and maintained. All of the staff were so helpful and kind. The spa is a must visit along with Agave!

Reviewed on Sep 28, 2026

Ladera Resort - Adults Only

Save 100% on your flight

$1,850

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Vieux Fort (UVF)

9.8/10 Exceptional! (715 reviews)

Majestic Mirage Punta Cana, All Suite Resort - All Inclusive

Bávaro

Save 100% on your flight

$1,338

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Buenos Aires (EZE) to Punta Cana (PUJ)

9.2/10 Wonderful! (6,578 reviews)

Everything was incredible! Our butler made sure accommodations for dinner, cleaning our room, restock our fridge, etc. We didn’t have to worry about a thing!

Reviewed on Sep 28, 2026

Don't see what you're looking for?

See all available trips from Pretty Prairie to Caribbean Islands

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3 Night Romantic vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.

Sunset at the Palms Resort - Adults Only - All Inclusive

Save 100% on your flight

$1,146

per person

Nov 29 - Dec 2

found 10 hours ago

Roundtrip flight included

Atlanta (ATL) to Montego Bay (MBJ)

9.2/10 Wonderful! (1,004 reviews)

Barceló Bávaro Beach - Adults Only - All Inclusive

Bávaro

$1,918

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Punta Cana (PUJ)

8.6/10 Excellent! (3,735 reviews)

Hotel Riu Palace Antillas - Adults Only - All Inclusive

Palm Beach

Save 100% on your flight

$1,763

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Oranjestad (AUA)

8.6/10 Excellent! (1,775 reviews)

Don't see what you're looking for?

See all available trips from Pretty Prairie to Caribbean Islands

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4 Night Romantic vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.

Excellence Carmen Punta Cana - Adults Only All Inclusive

Uvero Alto

Save 100% on your flight

$1,329

per person

Nov 29 - Dec 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Punta Cana (PUJ)

9.2/10 Wonderful! (3,355 reviews)

Reviewed on Sep 28, 2026

Sunset at the Palms Resort - Adults Only - All Inclusive

$1,738

per person

Dec 12 - Dec 16

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Montego Bay (MBJ)

9.2/10 Wonderful! (1,004 reviews)

Barceló Bávaro Beach - Adults Only - All Inclusive

Bávaro

Save 100% on your flight

$2,419

per person

Nov 29 - Dec 3

found 2 hours ago

Roundtrip flight included

Dallas (DFW) to Punta Cana (PUJ)

8.6/10 Excellent! (3,735 reviews)

Don't see what you're looking for?

See all available trips from Pretty Prairie to Caribbean Islands

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How can I find the best Caribbean Islands vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Caribbean Islands romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Caribbean Islands?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Caribbean Islands?

Put a price on love with stunning deals for duos starting at just $823. Prices and availability are subject to change. Additional terms may apply.

Can I book Caribbean Islands spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Caribbean Islands?

To book a loved-up break in Caribbean Islands, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Caribbean Islands with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Caribbean Islands romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Caribbean Islands Hotels

Majestic Elegance Punta Cana - All Inclusive

Playa Bavaro - Punta Cana Punta Cana La Altagracia

13 hours drive from Oyster Bay Marina

Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...

Excellence Punta Cana - Adults Only All Inclusive

Playas Uvero Alto - Punta Cana Punta Cana La Altagracia

13 hours drive from Oyster Bay Marina

Book a stay at this luxury property in Punta Cana. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...

9.2/10 Wonderful! (2,885 reviews)

Couples like: adults only property, full-service spa, couples spa treatments, spa tub

Travelers say...

"Everything was great! We visited from September 15th toto the 19th. When coming to the staff: Housekeeping was great, every time I call for towels, they brought them right away. I had an issue with my vault, and the locksmith came right up and fixed it. The entertainment around the pool with Maria ..."

Reviewed on Sep 28, 2026

JOIA Rose Hall by Iberostar - Adults Only - All Inclusive

Rose Hall Main Road Montego Bay Saint James

33 hours drive from Oyster Bay Marina

Book a stay at this luxury property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

See all 88,883 properties in Caribbean Islands

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.